5-tosyl-9-(trifluoromethyl)-11-vinyl-6,11-dihydro-5H-indolo[2,3-b]quinoline

Base Information

Chemical Name:5-tosyl-9-(trifluoromethyl)-11-vinyl-6,11-dihydro-5H-indolo[2,3-b]quinoline
CAS No.:1610967-22-0
Molecular Formula:C₂₅H₁₉F₃N₂O₂S
Molecular Weight:468.499
Hs Code.:

Synonyms:5-tosyl-9-(trifluoromethyl)-11-vinyl-6,11-dihydro-5H-indolo[2,3-b]quinoline

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 5-tosyl-9-(trifluoromethyl)-11-vinyl-6,11-dihydro-5H-indolo[2,3-b]quinoline

Chemical Property:

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Technology Process of 5-tosyl-9-(trifluoromethyl)-11-vinyl-6,11-dihydro-5H-indolo[2,3-b]quinoline

There total 7 articles about 5-tosyl-9-(trifluoromethyl)-11-vinyl-6,11-dihydro-5H-indolo[2,3-b]quinoline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 60.0%

: 1610967-16-2
(Z)-N-{[2-azido-5-(trifluoromethyl)phenyl]ethynyl}-4-methyl-N-{2-[3-(trimethylsilyl)prop-1-en-1-yl]phenyl}benzenesulfonamide

: 1610967-22-0
5-tosyl-9-(trifluoromethyl)-11-vinyl-6,11-dihydro-5H-indolo[2,3-b]quinoline

Guidance literature:: With C₂₁H₁₂AuClF₉P*CF₃O₃S^(1-)*Ag⁽¹⁺⁾; In nitromethane; at 20 ℃; for 5h;
DOI:10.1021/ol5012604

Reference yield:

: 1-azido-2-iodo-4-(trifluoromethyl)benzene

: 1610967-22-0
5-tosyl-9-(trifluoromethyl)-11-vinyl-6,11-dihydro-5H-indolo[2,3-b]quinoline

Guidance literature:: Multi-step reaction with 4 steps

1.1: dichloro bis(acetonitrile) palladium(II); tri-tert-butyl phosphine; copper(l) iodide; triethylamine / toluene; tetrahydrofuran / 2 h / 50 °C / Inert atmosphere

2.1: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 1 h / 20 °C / Inert atmosphere

2.2: 1 h / 20 °C / Inert atmosphere

3.1: copper(l) iodide; potassium phosphate / tetrahydrofuran / 3 h / 50 °C

4.1: C₂₁H₁₂AuClF₉P*CF₃O₃S^(1-)*Ag⁽¹⁺⁾ / nitromethane / 5 h / 20 °C

With dichloro bis(acetonitrile) palladium(II); potassium phosphate; copper(l) iodide; tri-tert-butyl phosphine; trimethylsilyl trifluoromethanesulfonate; C₂₁H₁₂AuClF₉P*CF₃O₃S^(1-)*Ag⁽¹⁺⁾; triethylamine; In tetrahydrofuran; nitromethane; toluene; acetonitrile; 1.1: |Sonogashira Cross-Coupling;
DOI:10.1021/ol5012604

Reference yield:

: 1610967-49-1
{[2-azido-5-(trifluoromethyl)phenyl]ethynyl}trimethylsilane

: 1610967-22-0
5-tosyl-9-(trifluoromethyl)-11-vinyl-6,11-dihydro-5H-indolo[2,3-b]quinoline

Guidance literature:: Multi-step reaction with 3 steps

1.1: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 1 h / 20 °C / Inert atmosphere

1.2: 1 h / 20 °C / Inert atmosphere

2.1: copper(l) iodide; potassium phosphate / tetrahydrofuran / 3 h / 50 °C

3.1: C₂₁H₁₂AuClF₉P*CF₃O₃S^(1-)*Ag⁽¹⁺⁾ / nitromethane / 5 h / 20 °C

With potassium phosphate; copper(l) iodide; trimethylsilyl trifluoromethanesulfonate; C₂₁H₁₂AuClF₉P*CF₃O₃S^(1-)*Ag⁽¹⁺⁾; In tetrahydrofuran; nitromethane; acetonitrile;
DOI:10.1021/ol5012604